Reacción #7098

ord-127f208a746641c1877f78d37d4f625e

Ecuación de reacción

ON=Cc1cc(F)cc(Br)c1
oxime
ON=Cc1cc(F)cc(Br)c1
3-fluoro-5-bromobenzaldehyde oxime
N#Cc1cc(F)cc(Br)c1
3-fluoro-5-bromobenzonitrile
Rendimiento 89.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaheated
  2. 2
    Temperaturaunder reflux
  3. 3
    Otrothe mixture was evaporated
  4. 4
    Lavadowashed with sulfuric acid (1N), water, brine
  5. 5
    Secadodried (MgSO4)
  6. 6
    Otroevaporated

Procedimiento

The above oxime (3.76 g, 17.24 mmol) and copper (II) acetate (370 mg) were dissolved in acetonitrile (100 cm3) under nitrogen and heated under reflux. After 5 h, the mixture was evaporated, the residue taken into EtOAc, washed with sulfuric acid (1N), water, brine, dried (MgSO4) and evaporated to give 3-fluoro-5-bromobenzonitrile (3.08 g, 15.39 mmol, 89%) which was used without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07084168B2uspto-grants-2006_08